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Substance Name: Vindesine [USAN:INN:BAN]
RN: 53643-48-4
UNII: RSA8KO39WH
InChIKey: HHJUWIANJFBDHT-ZVTSDNJWSA-N

Note

  • Vinblastine derivative with antineoplastic activity against CANCER. Major side effects are myelosuppression and neurotoxicity. Vindesine is used extensively in chemotherapy protocols (ANTINEOPLASTIC COMBINED CHEMOTHERAPY PROTOCOLS).

Molecular Formula

  • C43-H55-N5-O7

Molecular Weight

  • 753.9355
 

Classification Codes

  • Antimitotic Agents
  • Antineoplastic
  • Antineoplastic Agents
  • Antineoplastic Agents, Phytogenic
  • Mitosis Modulators
  • Mutation Data
  • Tubulin Modulators
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Names and Synonyms

Name of Substance

  • Vindesine
  • Vindesine [USAN:INN:BAN]

MeSH Heading

  • Vindesine

Synonyms

  • 3-(Aminocarbonyl)-O(sup 4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
  • 3-Carbamoyl-4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
  • Compound 112531
  • Desacetylvinblastine amide
  • EINECS 258-682-2
  • HSDB 6961
  • Lilly 112531
  • UNII-RSA8KO39WH
  • Vindesina
  • Vindesina [INN-Spanish]
  • Vindesine
  • Vindesinum
  • Vindesinum [INN-Latin]

Systematic Names

  • Vincaleukoblastine, 23-amino-O(sup 4)-deacetyl-23-demethoxy-
  • Vincaleukoblastine, 3-(aminocarbonyl)-O(sup 4)-deacetyl-3-de(methoxycarbonyl)-
  • Vincaleukoblastine, 3-(aminocarbonyl)-O4-deacetyl-3-de(methoxycarbonyl)-
  • Vindesine

Registry Numbers

CAS Registry Number

  • 53643-48-4

FDA UNII

  • RSA8KO39WH

System Generated Number

  • 0053643484

Structure Descriptors

InChI

1S/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34-,35+,36+,39-,40+,41+,42-,43-/m0/s1

InChIKey

HHJUWIANJFBDHT-ZVTSDNJWSA-N

Smiles

CC[C@]1(O)C[C@@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@H]7[C@](O)([C@H](O)[C@]8(CC)C=CCN9CC[C@]67[C@H]89)C(=O)N)C1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4mg/kg (4mg/kg)   British UK Patent Application. Vol. #2086884,
mouse LD50 intravenous 13800ug/kg (13.8mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Medicinal Chemistry. Vol. 28, Pg. 1079, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 231 deg C   EXP
pKa Dissociation Constant 6.04 (none)   EXP
log P (octanol-water) 4.370 (none)   EST
Atmospheric OH Rate Constant 6.79E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.